Category: alcohols-buliding-blocks

Electric Literature of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Comparative Example 1; 304 g of racemic 1,2,4-butanetriol, 304 g of polyethyleneglycol (Average MW=400 g/mol, hereinafter referred to as ‘PEG-400’), and 41.6 g of para-toluenesulfonic acid were fed into a batch type reactor equipped with a distilling apparatus and then stirred. While the reaction pressure was reduced to 10 torr or less, and the temperature of the reactor was slowly increased to 12O0C, the reaction was conducted for 12 hours. During the reaction, tetrahydrofuran was distilled and separated using the distilling apparatus provided at the upper portion of the reactor, thus yielding tetrahydrofuran having 98% or more purity at a yield of 85 mol%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 3068-00-6, 1,2,4-Butanetriol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SK CORPORATION; WO2007/81065; (2007); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5299-60-5, name is Ethyl 6-hydroxyhexanoate. A new synthetic method of this compound is introduced below., Safety of Ethyl 6-hydroxyhexanoate

KBr (0.1 1 1 g, 0.936 mmol) in water (30 ml) was treated with sodium bicarbonate (4.72 g, 56.2 mmol). The solution was cooled (ice-bath) and treated with a solution of (2,2,6,6- tetramethyl piperidin-1 -yl)oxidanyl (0.029 g, 0.187 mmol) in DCM (30 ml) followed by sodium hypochlorite (1.387 ml, 22.47 mmol) and ethyl 6-hydroxyhexaonate (3 g, 18.73 mmol). The reaction mixture was partitioned between EtOAc and water and the organic portion was separated, dried (MgS04) and concentrated under reduced pressure to afford the titled compound

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5299-60-5, Ethyl 6-hydroxyhexanoate.

Reference:
Patent; NOVARTIS AG; CHARLTON, Steven John; LEBLANC, Catherine; MCKEOWN, Stephen Carl; WO2013/105065; (2013); A1;,
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Application of 5456-63-3, Adding some certain compound to certain chemical reactions, such as: 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride,molecular formula is C6H14ClNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5456-63-3.

a) 5-Bromo-N-((1SR,2RS)-2-hydroxy-cyclohexyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide 5-Bromo-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (75.0 g, 0.25 mol) was dissolved in DMF (850 mL). To the solution was added TBTU (91.0 g, 0.275 mol), N,N-diisopropylethyl amine (214 mL, 1.25 mol) and (1SR,2RS)-2-amino-cyclohexanol hydrochloride (41.7 g, 0.275 mol). The reaction mixture was stirred for 1.5 h at room temperature. The solvent was evaporated in vacuo, the residue was partitioned between ethyl acetate (2500 mL) and 1 N sodium hydroxide solution (2000 mL), the water phase was separated, extracted once more with ethyl acetate (1000 mL) and the organic phases were washed 2 times with water (2*1500 mL). Organic phases were pooled, dried with MgSO4 and concentrated to about 900 mL. The product precipitated upon stirring and cooling to 0 C. Filtration, washing with ethyl acetate/n-heptane (1:1) and drying in vacuo gave the title compound (81.1 g) as a white solid; MS (ISP) 397, 399 (M)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5456-63-3, trans-2-Aminocyclohexanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roever, Stephan; Wright, Matthew; US2011/65759; (2011); A1;,
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Related Products of 119650-44-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 119650-44-1, name is (3-Methoxy-5-methylphenyl)methanol, molecular formula is C9H12O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-[(3-methoxy-5-methyl-phenyl)methoxy]-2H-pyrazol-3-amine mono hydrochloride used as starting material was prepared as follows:To a stirred solution of triphenylphosphine (4.095 g, 15.6 mmol) in DCM (20 ml) was added 5-amino-2H-pyrazol-3-ol (1.43 g, 14.4 mmol) and the suspension stirred for 1 h at room temperature and then cooled to 5-10 C. Propan-2-yl (NZ)-N-propan-2-yloxycarbonyliminocarbamate (3.08 ml, 15.6 mmol) was added over 30 mins and the mixture allowed to warm to room temperature and stirred for 1 hr. A solution of (3-methoxy-5-methyl-phenyl)methanol (1.83 g, 12 mmol) in DCM (10 ml) was added and the mixture stirred for 24 h. The mixture was filtered and the organic layer extracted with 2M HCl (3×100 ml). The aqueous layer was extracted with DCM (2×20 ml). Upon standing, a solid crystallised out from the DCM liquors. This was filtered off to give 5-[(3-methoxy-5-methyl-phenyl)methoxy]-1H-pyrazol-3-amine mono hydrochloride as a white solid (259 mg, 18.2%).1H NMR (399.9 MHz, DMSO-d6) delta 2.30 (3H, s), 3.70-3.75 (3H, m), 5.19 (2H, s), 5.28 (1H, s), 6.78 (1H, s), 6.83 (2H, t), 7.54-7.58 (1H, m), 7.62-7.66 (1H, m). MS: m/z 233 (MH+).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 119650-44-1, (3-Methoxy-5-methylphenyl)methanol.

Reference:
Patent; ASTRAZENECA AB; US2008/4302; (2008); A1;,
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Application of 534-03-2 ,Some common heterocyclic compound, 534-03-2, molecular formula is C3H9NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To serinol (10.40g, 114mmol) and sodium carbonate (42.30g, 399mmol) was added water (200mL), was added triphosgene (20.00g, 70mmol). Stirred for 12 hours at room temperature. After completion of the reaction, water (200 mL), dichloromethane (120mL × 3) extracted together The organic phase was washed with saturated brine (150 mL) and washed. Filtered and thesolvent evaporated under reduced pressure and the crude product purified by column chromatography (ethyl acetate / methanol(v / v) = 10/1) to give a colorless oil (5.2g, 39%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,534-03-2, its application will become more common.

Reference:
Patent; GUANGDONG HEC PHARMACEUTICAL CO., LTD; ZUO, YINGLIN; LAO, JINHUA; ZHENG, JINFU; WEN, LIANG; ZHANG, JIN; WU, SHOUTAO; YUAN, XIAOFENG; WANG, XIAOJUN; ZHANG, YINGJUN; (32 pag.)CN104497008; (2016); B;,
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Electric Literature of 261723-33-5 , The common heterocyclic compound, 261723-33-5, name is (2-Bromo-6-fluorophenyl)methanol, molecular formula is C7H6BrFO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Pyridinium -toluenesulfonate (0.612 g; 2.43 mmol ) was added to a solution of 2- bromo-6-fluorobenzyl alcohol (5 g; 24.38 mmol ) and 3,4-dihydro-2H-pyran (3.34 mL; 36.58 mmol) in DCM (50 mL) at rt. The reaction mixture was stirred at rt for 12 h. The mixture was washed with brine, dried over MgSO.i, filtered and evaporated to give 7.67 g (quant.) of intermediate 234. This compound was used in the next step without any purification.

The synthetic route of 261723-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); A1;,
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Synthetic Route of 7397-62-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 7397-62-8, name is Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

The esterification of metharylic acid with BG was done by carbonyl diimidazole coupling. 1 Eq. of methacrylic acid was charged into suitable sized round bottom flask (RBF) with a stir bar. 10 volumes of dichloromethane was then added to it. RBF was then sealed with a rubber septa and the mixture of methacrylic acid and dichloromethane was then flushed with N2 for 5 minutes. The RBF was then placed in an ice bath until the contents cooled down to 0C. Then CDI was then added to the reaction through the mouth of the RBF by removing the septa. Frothing was observed in the reactor. Once the frothing stopped, the reaction vessel was sealed by rubber septa and butyl glycolate was added using a syringe. The ice bath was removed and the reaction allowed to run at room temperature. It was followed by thin layer chromatography (TLC) on silica using 2% isopropanol/98% chloroform and separately using chloroform/methanol/acetic acid (CMA) 98: 2:2. No spot for carbonyl diimidazole was observed after 2.5 hrs. The spot for the compound overlaps with that of carbonyl diimidazole in the TLC done using 2% isopropanol, but a distinct spot was seen for the compound in the TLC done with CMA. Once the reaction was complete, the solvent was removed in vacuo and the sample was purified by column chromatography. The yield was approximately 20%.

According to the analysis of related databases, 7397-62-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF UTAH RESEARCH FOUNDATION; WO2005/97210; (2005); A1;,
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Reference of 616-29-5, Adding some certain compound to certain chemical reactions, such as: 616-29-5, name is 1,3-Diaminopropan-2-ol,molecular formula is C3H10N2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 616-29-5.

1,3-diaminopropan-2-ol (3 g, 0.033 mol) was dissolved in methanol (300 ml) followed by the addition of triethylamine (33 ml dropwise) and di-tert-butyl dicarbonate [(BOC)2O] (21.793 g, 0.100 mol). The reaction medium was heated at 40-50 C. for 20 min then stirred at room temperature for 1 hour. After evaporation of the solvent, the colorless oil residue was purified by chromatography on silica gel (eluent: dichloromethane/methanol 95:5). The reaction yielded a colorless oil which crystallized slowly. Yield: quantitative Rf (dichloromethane/methanol 95:5): 0.70 IR: nuNH 3368 cm-1; nuCO carbamate 1690 cm-1 MP: 98-100 C. NMR (1H, CDCl3): 1.45 (multiplet, 18H, -CH3- (BOC)); 3.02 (sl, 1H, OH); 3.15-3.29 (multiplet, 4H, BOCNH-CH2-CH-CH2-NHBOC); 3.75 (m, 1H, BOCNH-CH2-CH-CH2-NHBOC); 5.16 (multiplet, 2H, -NHBOC). MS (MALDI-TOF): M+1=291 (M+H+); M+23=313 (M+Na+); M+39=329 (M+K+)

According to the analysis of related databases, 616-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Darteil, Raphael; Caumont-Bertrand, Karine; Najib, Jamila; US2006/69156; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1117-86-8, name is 1,2-Octanediol, molecular formula is C8H18O2, molecular weight is 146.23, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: The reactions were performed in a 50 ml autoclave with a Teflon vessel inside equipped with magnetic stirring under 3.0 MPa CO2. After introducing DBU (60.8 mg, 0.4 mmol), propylene glycol (76.1 mg, 1 mmol), 2-methyl-3-butyn-2-ol (126.2 mg, 1.5 mmol), DMF (2 ml), the autoclave was sealed and filled with CO2 to keep thepressure of CO2 under 3.0 MPa. Then, the reaction mixture was stirred at 120 C for 10 h. When the reaction completed, the autoclave was cooled to ambient temperature and residual CO2 was carefully released. Subsequently, the mixture was flushed with DMF and analyzed by GC using biphenyl as an internal standard.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1117-86-8, 1,2-Octanediol, and friends who are interested can also refer to it.

Reference:
Article; Han, Li-Hua; Li, Jing-Yuan; Song, Qing-Wen; Zhang, Kan; Zhang, Qian-Xia; Sun, Xiao-Fang; Liu, Ping; Chinese Chemical Letters; vol. 31; 2; (2020); p. 341 – 344;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, molecular formula is C9H11ClO, molecular weight is 170.64, as common compound, the synthetic route is as follows.Quality Control of 3-Chloro-1-phenylpropan-1-ol

General procedure: To starting material 9 or 10, respectively (1 mmol) was added 48% aqueous HBr (3 mL) and the mixture was stirred for 3h at room temperature. Thereafter, the solution was poured into a mixture of K2CO3 (1 g) in ice (5.5 g) and additional solid K2CO3 was added for neutralization (pH 7). The crude reaction product was extracted with diethyl ether, the combined organic layers were dried with MgSO4 and evaporated to dryness. The crude product was employed directly in the subsequent reaction step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18776-12-0, 3-Chloro-1-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Neudorfer, Catharina; Seddik, Amir; Shanab, Karem; Jurik, Andreas; Rami-Mark, Christina; Holzer, Wolfgang; Ecker, Gerhard; Mitterhauser, Markus; Wadsak, Wolfgang; Spreitzer, Helmut; Molecules; vol. 20; 1; (2015); p. 1712 – 1730;,
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